7-Chloro-1,8-naphthyridin-2-ol, cas is 15944-34-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.
EXAMPLE 1; 7-Oxo-5 ,6,7,8-tetrahydro-ri,81naphthyridine-2-carboxylic acid methyl ester; 7-Chloro-lH-[l,8]naphthyridin-2-one (2 g, 11 mmol) was combined with triethylamine (1.1 g, 11 mmol) and bis (dppf) Pd (II) dichloride-dichloromethane complex (0.84 g, 1.0 mmol) in a 100 cc ss-reactor, purged with nitrogen and then with carbonmonoxide, pressurized to 500 psi, stirred and heated to 100 0C for 15 h. The solution was purged with nitrogen and concentrated then triturated in ethanol. The product was isolated as a solid, (2.1 g, 10 mmol, 92.9%). MS: APCI: M+l: 205.1 (Exact Mass: 204.2). 7-Oxo-5,6,7, 8-tetrahydro-[l,81naphthyridine-2-carboxylic acid7-Oxo-5,6,7,8-tetrahydro-[l,8]naphthyridine-2-carboxylic acid methyl ester (9.71 g, 47.1 mmol) and LiOH (3.9 g, 164 mmol) were stirred overnight in THF at room temperature. TLC showed disappearance of starting material so the reaction was concentrated and the residue was poured over ice water and neutralized withHCl then NH4OH. The solid that formed was collected via vacuum filtration and dried in vacuo then concentrated in toulene to remove water. The product was isolated as a white solid (8.56 g, 44.54 mmol, 94.5%). MS: APCI: M+l: 193.0 (Exact Mass: 192.17).
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Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/90273; (2006); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem